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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1669664Generated: October 30, 2026

Trimethylsilylacetylene → HCID 66849042, compound

https://huagongshe.com/reaction/1669664

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilylacetyleneHCID 66111—
Reactant5-Bromo-2-methylpyrimidineHCID 14387744—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventTetrahydrofuranHCID 8028—
SolventTriethylamineHCID 8471—
ProductHCID 66849042HCID 6684904272.5%

Reaction Steps

5-Bromo-2-methyl-pyrimidine (prepared according to UK patent application GB 2 157 288) (0.2 g, 1.16 mmol), (trimethylsilyl)acetylene (164 μL, 1.3 mmol), CuI (0.022 g, 0.116 mmol) and PdCl2(PPh3)2 (0.082 g, 0.116 mmol) in Et3N (2 mL) and THF (2 mL) were stirred at 80° C. for 4 h. After cooling, the solvents were removed under vacuum and the residue chromatographed to give the subtitle compound (0.16 g, 50%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989620B2
Source datasetuspto-grants-2011_08
ORD IDord-c38046dff2b84bc6845749fbd42f3708
Source noteuspto-grants-2011_08